ChemicalBook > CAS DataBase List > Bethanechol

Bethanechol

Product Name
Bethanechol
CAS No.
590-63-6
Chemical Name
Bethanechol
Synonyms
BETHANECHOL CHLORIDE;duvoid;Betanechol;Bthanechol chloride;Mictone;Uro-Carb;Mechotane;Mecothane;NSC 30783;-β-methyL
CBNumber
CB8156880
Molecular Formula
C7H17ClN2O2
Formula Weight
196.68
MOL File
590-63-6.mol
More
Less

Bethanechol Property

Melting point:
187-190°C
storage temp. 
Inert atmosphere,2-8°C
solubility 
H2O: 1.7 g/mL stable for several days at 4°C.
form 
crystalline
color 
white
Merck 
14,1185
CAS DataBase Reference
590-63-6(CAS DataBase Reference)
EPA Substance Registry System
1-Propanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride (590-63-6)
More
Less

Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
WGK Germany 
3
RTECS 
BR5425000
TSCA 
Yes
HS Code 
2924190002
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C5259
Product name
Carbamyl-β-methylcholine chloride
Purity
≥99% (TLC), crystalline
Packaging
5g
Price
$214
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR2357
Product name
Bethanechol Chloride
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
300MG
Price
$170
Updated
2024/03/01
Sigma-Aldrich
Product number
1071009
Product name
Bethanechol chloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
B4828
Product name
Bethanechol Chloride
Purity
>98.0%(T)
Packaging
5g
Price
$107
Updated
2024/03/01
TCI Chemical
Product number
B4828
Product name
Bethanechol Chloride
Purity
>98.0%(T)
Packaging
25g
Price
$266
Updated
2024/03/01
More
Less

Bethanechol Chemical Properties,Usage,Production

Description

Bethanechol is an agonist of muscarinic acetylcholine receptors with IC50 values of 1,837, 25, 631, 317, and 393 μM for M1-5, respectively, in a radioligand binding assay using CHO cells expressing the human receptors. It inhibits M2-mediated increases in cyclic AMP induced by isoproterenol in isolated guinea pig small intestine (IC50 = 127 μM). Bethanechol increases basal tone of isolated porcine intravesical ureter (EC50 = 4.27 μM). It also induces fluid secretion in the ileum, duodenum, and jejunum of anesthetized rats when administered at a dose of 60 μg/kg. Formulations containing bethanechol have been used to increase urination and improve smooth muscle tone in the gastrointestinal tract.

Chemical Properties

White Solid

Originator

Urecholine CI,MSD,US,1949

Uses

Therapeutic action of Betanechol is based on this action, and it is used for treating postoperational non-obstructive retention of urine and neurogenic bladder atony. Earlier, it was used for treating gastrointestinal illnesses and Alzheimer’s disease.

Uses

cholinergic

Uses

A selective muscarinic receptor stimulant, used to treat cerebral palsy.

Definition

ChEBI: The chloride salt of bethanechol. A slowly hydrolysed muscarinic agonist with no nicotinic effects, it is used to increase smooth muscle tone, as in the gastrointestinal tract following abdominal surgery, treatment of gastro-oesophageal reflux disease, and as an alternative to catheterisation in the treatment of non-obstructive urinary retention.

Manufacturing Process

About 3 grams of β-methylcholine chloride are stirred at room temperature with an excess of phosgene dissolved in 50 grams of chloroform, for about 2 hours. Excess phosgene and hydrochloric acid are removed by distillation under vacuo. Additional chloroform is added to the syrup and the mixture is poured into excess ammonia dissolved in chloroform and cooled in solid carbon dioxide-acetone. The solid is filtered and extracted with hot absolute alcohol. The solid in the alcohol is precipitated with ether, filtered, and recrystallized from isopropanol. The carbaminoyl-β-methylcholine chloride obtained has a melting point of about 220°C.

brand name

Duvoid (WellSpring); Myotonachol (Glenwood); Urecholine (Odyssey).

Therapeutic Function

Cholinergic

General Description

Bethanechol, β-methylcholinechloride carbamate, (2-hydroxypropyl)trimethylammoniumchloride carbamate, carbamylmethylcholinechloride (Urecholine), is nonspecific in its action on muscarinicreceptor subtypes but appears to be more effective ateliciting pharmacological action of M3 receptors. It haspharmacological properties similar to those of methacholine.Both are esters of β-methylcholine and have feeblenicotinic activity. Bethanechol is inactivated more slowlyby AChE in vivo than is methacholine. It is a carbamyl esterand is expected to have stability in aqueous solutions similarto that of carbachol.

Hazard

Headache, flushing, gastrointestinal distress, diarrhea, hypotension, excessive salivation, sweating, hypersensitivity.

Mechanism of action

Bentanechol is a drug, which has structurally unique qualities of both methacholine and carbachol, i.e. it contains both β-methyl and carbamate functional groups, and quite logically exhibits pharmacological properties of both the drugs. It is resistant to hydrolysis by cholinesterases and has a very minor effect on nicotinic receptors of the autonomic ganglia and neuromuscular junctions. Betanechol has more of a selective action on muscarinic receptors of the gastrointestinal tract and the bladder than do other cholinic esters.

Clinical Use

The main use of bethanechol chloride is in the relief ofurinary retention and abdominal distention after surgery.The drug is used orally and by subcutaneous injection. Itmust never be administered by intramuscular or intravenousinjection because of the danger from cholinergic overstimulationand loss of selective action. Proper administration ofthe drug is associated with low toxicity and no serious sideeffects. Bethanechol chloride should be used with caution inasthmatic patients; when used for glaucoma, it producesfrontal headaches from the constriction of the sphinctermuscle in the eye and from ciliary muscle spasms. Its durationof action is 1 hour.

Synthesis

Betanechol, 2-carbamoyloxy-1-(N,N,N-trimethyl)propyl ammonium chloride (13.1.8), is made by either the subsequent reaction of 1-(N,N,N-trimethylammonium) propan-2-ol with phosgene, followed by ammonia, or by a completely analogous synthesis of carbachol by the reaction of 1-chloro-2-propanol with phosgene followed by consequent reactions with ammonia, and then with trimethylamine, giving betanechol (13.1.8) [14,15].

Veterinary Drugs and Treatments

In veterinary medicine, bethanechol is used primarily to stimulate bladder contractions in small animals. It also can be used as an esophageal or general GI stimulant, although metoclopramide and/ or neostigmine have largely supplanted it for these uses.

Bethanechol Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Bethanechol Suppliers

Americas 1 Argentina 1 Belgium 2 Canada 1 China 277 Europe 2 France 1 Germany 6 India 20 Italy 2 Japan 1 Singapore 1 South Korea 1 Spain 1 Switzerland 2 United Kingdom 8 United States 42 Venezuela 1 Global 370
YANCHENG JIANGZHONG CHEMICALS CO., LTD.
Tel
0515-88981987 13365196093
Fax
0515-88981987
Email
richard.li_jzchem@263.net
Country
China
ProdList
305
Advantage
58
Wuhan Hongde Yuexin Pharmatech Co.,Ltd
Tel
027-83855396 15271852016
Fax
027-83855396
Email
whhdyxchem@sina.com
Country
China
ProdList
1116
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94838
Advantage
76
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9984
Advantage
60
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
17988
Advantage
64
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com
Country
China
ProdList
42982
Advantage
64
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
0712-0712-2580635 15527768850
Email
1791901229@qq.com
Country
China
ProdList
8849
Advantage
52
China Langchem Inc.
Tel
0086-21-58956006
Fax
0086-21-58956100
Country
China
ProdList
7815
Advantage
57
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14443
Advantage
57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9823
Advantage
79
Hunan Hui Bai Shi Biotechnology Co., Ltd.
Tel
0731-85526065 13308475853
Email
ivy@hnhbsj.com
Country
China
ProdList
4550
Advantage
62
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9664
Advantage
60
Shanghai civi chemical technology co.,Ltd
Tel
86-21-34053660
Fax
86-21-34053661
Email
sale@labgogo.com
Country
China
ProdList
9872
Advantage
52
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12338
Advantage
58
NCE Biomedical Co.,Ltd.
Tel
4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
Fax
+86-27-87599188
Country
China
ProdList
1494
Advantage
55
China Kouting Group Limited
Tel
+86 (21) 5811-6473 5811-6475
Fax
+86 (21) 6129-4103
Email
sales@koutingchina.com
Country
China
ProdList
496
Advantage
60
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7553
Advantage
61
Hunan Furui Biopharma Technology Co., Ltd.
Tel
15902102743
Fax
0731-57805668
Email
shelley@furuipharma.com
Country
China
ProdList
425
Advantage
55
Nanjing Sunlida Biological Technology Co., Ltd.
Tel
025-57798810
Fax
025-57019371
Email
sales@sunlidabio.com
Country
China
ProdList
3750
Advantage
55
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Shanghai TaoSu Biochemical Technology Co., Ltd.
Tel
021-33632979
Fax
021-34692979
Email
info@tsbiochem.com
Country
China
ProdList
8073
Advantage
58
Wuhan DKY Technology Co.,Ltd.
Tel
27-81302488 18007166089
Fax
027-81302088
Email
info@dkybpc.com
Country
China
ProdList
2024
Advantage
58
Chengdu HuaXia Chemical Reagent Co. Ltd
Tel
400-1166-196 13458535857
Fax
QQ：800101999
Email
cdhxsj@163.com
Country
China
ProdList
13358
Advantage
58
Wuhan Dahua Pharmaceutical Co., Ltd.
Tel
027-59262863 13277907145 3091977954
Fax
027-59420980
Country
China
ProdList
4951
Advantage
58
Shanghai HuanChuan Industry Co.,Ltd.
Tel
021-61478794
Fax
021-61478794
Email
sales@hcshhai.com
Country
China
ProdList
9798
Advantage
50
Wuhan Dahua Weiye Pharmaceutical Chemical Co., Ltd.
Tel
027-59420981,18702770802
Fax
027-83322098
Country
China
ProdList
1975
Advantage
50
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
ProdList
2989
Advantage
60
Hubei Jusheng Technology Co.,Ltd
Tel
027-59599241 18871490274
Fax
027-59599241
Email
1400878000@qq.com
Country
China
ProdList
9972
Advantage
58
Chizhou Kailong Import and Export Trade Co., Ltd.
Tel
Fax
-
Email
xg01_gj@163.com
Country
China
ProdList
9503
Advantage
50
Watson Biotechnology Co.,Ltd
Tel
027-027-59207879 18140587686
Fax
QQ：1972026995
Email
kf@3600chem.com
Country
China
ProdList
4699
Advantage
55
Quzhou Rundong Chemical (Technology) Co.
Tel
0570-8789886 18892685668
Fax
0570-8789985
Email
info@rundongchemical.com
Country
China
ProdList
3991
Advantage
60
Nanjing Chempioneer Pharmaceutical Co., Ltd.
Tel
18068075658
Fax
-
Email
sales@chempioneer.com
Country
China
ProdList
1811
Advantage
58
Shanghai Hanjing Chemicals Co., Ltd.
Tel
021-54285032 13641685631
Fax
+86 (21) 5443 7651
Email
gerry.shu@hanjingchemicals.com
Country
China
ProdList
76
Advantage
55
Nanjing Vital Chemical Co., Ltd.
Tel
025-87193546 18652950785
Fax
025-87193546
Email
chemweiao@163.com
Country
China
ProdList
9030
Advantage
60
Hangzhou Dingyan Chem Co., LTD
Tel
0571-0571-87157530-8001-8003 18008611859
Fax
0571-87156470
Email
sales@dingyanchem.com
Country
China
ProdList
1997
Advantage
58
Henan CoreyChem Co., Ltd
Tel
0371-86658258
Fax
0371-60996044
Email
info@coreychem.com
Country
China
ProdList
10457
Advantage
58
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9709
Advantage
58
Guangzhou QiYun Biotechnology Co., Ltd.
Tel
020-61288194 61288195
Fax
020-61288700
Email
505721671@qq.com
Country
China
ProdList
3868
Advantage
58
Shanghai QianYan Bio-technology Co., Ltd
Tel
02781293128
Email
orders@biochemsafebuy.com
Country
China
ProdList
9934
Advantage
55
Anhui Royal Chemical Co., Ltd.
Tel
25-86655873 13962173137
Fax
+86-25-52279193
Email
marketing@royal-chem.com
Country
China
ProdList
272
Advantage
60
Raw material medicin reagent co.,Ltd
Tel
025-57798860
Email
sales@njromanme.com
Country
China
ProdList
4534
Advantage
58
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 4009686088
Email
3193328036@qq.com
Country
China
ProdList
29797
Advantage
68
Shenzhen Simeiquan Biotechnology Co. Ltd
Tel
18126413629 0755-23311925 2355327053
Fax
0755-23311925
Email
abel@ycgmp.com
Country
China
ProdList
5115
Advantage
58
Hubei widely chemical technology Co., Ltd.
Tel
027-83991130 18627774460
Fax
027-83991130
Email
1718093273@QQ.COM
Country
China
ProdList
1892
Advantage
58
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131981
Advantage
58
Shenzhen Sendi Biological Technology Co., Ltd.
Tel
18124570582 TEL：0755-23574479 2355327139
Fax
0755-23229476 QQ: 2355327139
Email
siliao02@yccreate.com
Country
China
ProdList
6120
Advantage
58
Hubei widely chemical technology Co., Ltd.
Tel
027-59402396 13419635609
Fax
027-83989310
Email
13419635609@163.com
Country
China
ProdList
1993
Advantage
55
Anhui kuer Bioengineering Co., Ltd
Tel
0551-65171243 13810511747
Email
kuer@kuerhuaxue.com
Country
China
ProdList
2997
Advantage
55
Wuhan Magic Biological Technology Co., Ltd.
Tel
18872289958、027-52304252、3400508168
Fax
027-52304252
Email
3400508168@qq.com
Country
China
ProdList
1910
Advantage
55
More
Less

View Lastest Price from Bethanechol manufacturers

Henan Suikang Pharmaceutical Co.,Ltd.
Product
Bethanechol 590-63-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.0%
Supply Ability
1tons
Release date
2024-04-26
Shaanxi Dideu Medichem Co. Ltd
Product
Bethanechol 590-63-6
Price
US $0.00-0.00/KG
Min. Order
5mg
Purity
99%
Supply Ability
2000tons
Release date
2019-12-27
Wuhan Quanjinci New Material Co.,Ltd.
Product
Bethanechol chloride 590-63-6
Price
US $155.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000000tons
Release date
2023-11-03

590-63-6, BethanecholRelated Search:

Acetylcholine chloride Calcium chloride Ammonium chloride Polyvinyl chloride Carbachol Acetylcholine Sulfuryl chloride Ferric chloride Choline chloride SUCCINYL CHLORIDE Sodium chloride Potassium chloride Ammonium sulfamate P-AMINOBENZAMIDE GLUTAMIC ACID ALUMINUM CLOFIBRATE Clofibrate Moclobemide BETHANECHOL

  • (2-hydroxypropyl)trimethylammoniumchloridecarbamate
  • 2-((aminocarbonyl)oxy)-n,n,n-trimethyl-1-propanaminiuchloride
  • 2-[(aminocarbonyl)oxy]-n,n,n-trimethyl-1-propanaminiuchloride
  • ammonium,(2-hydroxypropyl)trimethyl-,chloride,carbamate
  • beta-methylcholinechlorideurethan
  • bethainecholinechloride
  • carbaminoyl,beta-methylcholinechloride
  • carbamyl-b-methylcholinechloride*crystalline
  • carbamylmethylcholinechloride
  • duvoid
  • mechothane
  • myocholine
  • urecholine
  • urecholinechloride
  • BETHANECHOL CHLORIDE
  • CARBAMYL-BETA-METHYLCHOLINE CHLORIDE
  • Bethanechol chloride USP
  • (2-Hydroxypropyl)trimethylammonium chloride carbamate (6CI)
  • 1-Propanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride
  • Ammonium, (2-hydroxypropyl)trimethyl-, chloride, carbamate (8CI)
  • Besacholine
  • b-Methyl carbachol chloride
  • Mechotane
  • Mecothane
  • Mictone
  • Myotonachol
  • Myotonine chloride
  • BETHANECHOL CHLORIDE, PHARMA
  • 2-(Carbamoyloxy)-N,N,N-trimethyl-1-propanaminium Chloride
  • bisaikelin
  • NSC 30783
  • Trimethyl(2-carbamoyloxypropyl)ammonium chloride
  • Uro-Carb
  • β-Methylcholine chloride urethan
  • 2-[(Aminocarbonyl)oxy]-N,N,N-trimethyl-1-propanaminium chloride
  • 2-Carbamoyloxypropyltrimethylammonium chloride
  • Bethanechol
  • CARBAMYL-B-METHYLCHOLINECHLORIDE
  • Betaine choline chloride
  • Carbamyl-β-methylcholine chloride,Bethanechol chloride
  • Bethanechol Chloride (200 mg)
  • CarbaMyl-beta-Methylcholine chlori
  • Betanechol
  • Bthanechol chloride
  • 1-PropanaMiniuM,2-[(aMinocarbonyl)oxy]-N,N,N-triMethyl-, chloride (1:1)
  • 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-1-propanaminium,chloride (1:1)
  • 2-(carbamoyloxy)-N,N,N-trimethylpropan-1-aminium chloride
  • Bethanechol Chloride &gt
  • -β-methyL
  • Carbamyl-β-methylcholine chloride
  • Bethanechol USP/EP/BP
  • bethanechol chloride 590-63-6
  • game canling
  • Bethanechol ChlorideQ: What is Bethanechol Chloride Q: What is the CAS Number of Bethanechol Chloride Q: What is the storage condition of Bethanechol Chloride Q: What are the applications of Bethanechol Chloride
  • TIANFU CHEM --Bethanechol
  • Bethanechol Powder USP Standard
  • 2- (Carbamoyl oxy) - N, N, N-trimethyl-1-propanamium chloride
  • 590-63-6